Phlorizin

HCID 6072CAS 60-81-1
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Grundinformationen

Standard-SMILES
O=C(CCc1ccc(O)cc1)c1c(O)cc(O)cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIKey
IOUVKUPGCMBWBT-QNDFHXLGSA-N
Summenformel
C21H24O10
Durchschnittliche Molmasse
436,4 g/mol
Monoisotopische Masse
436,13694697

Überblick

Phlorizin is an aryl beta-D-glucoside that is phloretin attached to a beta-D-glucopyranosyl residue at position 2' via a glycosidic linkage. It has a role as an antioxidant and a plant metabolite. It is an aryl beta-D-glucoside, a monosaccharide derivative and a member of dihydrochalcones. It is functionally related to a phloretin.

Namen und Bezeichner

Bevorzugter Name
Phlorizin
IUPAC
1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one

Namen und Synonyme

PhlorizinPhlorhizinPhlorizosideFloridzinPhlorrhizinPhloretin 2'-glucosidePhlorrhizenPhloridzinumPhloretin-2'-O-beta-glucosideCU9S17279XNSC-2833phloretin 2'-O-glucoside
Weitere Namen anzeigen
1-(2,4-dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one2'-(beta-D-Glucopyranosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenoneCHEBI:8113DTXSID30753391-Propanone, 1-(2-(beta-D-glucopyranosyloxy)-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-Propanone, 1-[2-(beta-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-onePhloridzin Phenolic

Datenbank-Bezeichner

CAS
60-81-1
PubChem CID
6072
DTXSID
DTXSID3075339
ChEMBL
CHEMBL245067
ChEBI
CHEBI:8113
UNII
CU9S17279X
Nikkaji
J4.807K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,2
Polarare Oberfläche (TPSA)
177 Ų
H-Brücken-Donoren
7
H-Brücken-Akzeptoren
10
Frei drehbare Bindungen
7
Schwere Atome
31

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Plant Oils and Extracts
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Chalcones and dihydrochalcones [PK1212]
Solubility1 mg/mL at 22 °C
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point110.0 °C
Physical Description · 2 Einträge

Off-white powder; [ChromaDex MSDS]

Solid

Sicherheit und Regulatorisches

Gefahrenhinweise

Hazards SummaryIntraperitoneal

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Verwendung und Herstellung

UsesFound in all parts of the apple tree except the mature fruit; Used in animal experiments to produce glycosuria; [Merck Index]

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